Anisole trifluoroacetic acid → HCID 178502773、化合物

HRID 329930ノート

反応式

HRID 329930 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:47]/[O:48][CH3:49])/[C:8]([NH:10][CH:11]2[C:45](=[O:46])[N:13]3[C:14]([C:42]([OH:44])=[O:43])=[C:15]([CH2:18][NH:19][C:20]4[N:21](C)[N:22]=[C:23](OC(C5C=CC=CC=5)C5C=CC=CC=5)[C:24](=[O:26])[N:25]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[C:50]1([O:56]C)C=CC=CC=1.C(O)(C(F)(F)F)=O>>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:47]/[O:48][CH3:49])/[C:8]([NH:10][CH:11]2[C:45](=[O:46])[N:13]3[C:14]([C:42]([OH:44])=[O:43])=[C:15]([CH2:18][NH:19][C:20]4[NH:21][N:22]=[C:23]([CH2:50][OH:56])[C:24](=[O:26])[N:25]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

参加物

3

反応物 2

HCID 66633105Anisole trifluoroacetic acidHCID 177715839HCID 177715839、化合物

生成物 1

HCID 178502773HCID 178502773、化合物収率 25%

実験手順

A solution of 7-[2-(2-aminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido]-3-[(2,5-dihydro-6-diphenylmethoxy-2-methyl-5-oxo-1,2,4-triazin-3-yl)aminomethyl]ceph-3-em-4-carboxylic acid (400 mg.) in anisole/TFA (1:1 v/v; 10 ml.) was allowed to stand at ambient temperature for 20 minutes. The solvent was evaporated and the residue was dissolved in an aqueous ammonium carbonate buffer, pH6, and purified by HPLC using ammonium carbonate buffer/MeOH 92:8 v/v as eluant to give 7-[2-(2-aminothiazol-4-yl)-2-((Z)-methoxyimino)acetamido]-3-[(2,5-dihydro-6-hydroxymethyl-5-oxo-1,2,4-triazin-3-yl)aminomethyl]ceph-3-em-4-carboxylic acid (yield 25%) having the following nmr in solvent B:--3.52(s,3 H); 3.6(s, 2 H); 4.04(s, 3 H); 4.4(s, 2 H); 5.18(d,1 H); 5.84(d, 1 H); 7.1(s, 1 H).

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in an aqueous ammonium carbonate buffer, pH6
  3. custompurified by HPLC

出典と根拠

ORDレコード
ord-6f57e2aaee6949b188c30940d487de51
出典データセット
uspto-grants-1990_01
特許番号
US04894371

反応ノート

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